Home Vacation Home Rentals By Owner In Cape Charles, VA

Showing 120 Of 263 Vacation Rentals
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Exceptional(1)

$3383.52

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Private Vacation Home

Cape Charles is waiting for you at this marvelous 5-bedroom Beachhouse

Cape Charles, Virginia, United States

Set on 3 acres of private land along Virginia’s Eastern Shore, this spacious 3-story retreat combines comfort, style, and convenience. With 5 elegantly appointed bedrooms, 4 full bathrooms, a large gourmet kitchen fully equipped with pots, pans, dishes, utensils, and modern appliances, making it easy to prepare meals for family and friends, and open concept living spaces, it’s perfect for families or groups looking to relax or entertain. brStep outside to enjoy exclusive private beach access, where you can soak up the sun, stroll along the shoreline, or launch into the water for boating (need to arrange the use of the boat), fishing on and offshore, paddle boats, biking, snorkeling, yoga mats, and kayaking adventures. The community also offers access to a pool and tennis courts, ensuring fun and recreation for everyone. Inside, the home provides modern comforts including heating, AC, high-speed Wi-Fi, and laundry amenities to make your stay effortless and enjoyable.br Multiple decks and outdoor spaces offer ideal spots to savor morning coffee, evening sunsets, or casual meals with family and friends. Whether you’re relaxing indoors, enjoying the outdoors, or exploring nearby attractions, this Cape Charles Beach House offers the perfect backdrop for unforgettable coastal memories. Your slice of paradise on the Eastern Shore is waiting! br(No fire pits on the beach). Exterior cameras at the front door and garage; no interior monitoring.brbrSleeps 10-12 guests maxbrbrUpstairs 3 BedroomsbrbrBedroom 1 - King Bed, full bath, and walk-in showerbrBedroom 2 - Queen Bed, shares full hall bathroombrBedroom 3 - 2 twin beds, shares full hall bathroombrSitting room with pullout sofabrbrMain floor 1 BedroombrBedroom 4 - Full bed, Full bathroombrbrBottom floor 1 BedroombrBedroom 5 - Full bed, Full bathroombrSitting area w/ 2 futons
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Bath 4

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Sleep 12

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Exceptional(2)

$717.73

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Private Vacation Home

Cape Charles Home: Private Pier & Beach-Front Deck

Cape Charles, Virginia, United States

Experience the serene luxuries of coastal living when you stay at this newly built 4-bed, 3-bath vacation rental in Cape Charles! Boasting a spacious interior, a private waterfront deck, and direct access to a private beach along the Chesapeake Bay, 'The Sea Suite' invites you to explore the best of Virginia with style and ease. Watch as the local wildlife roams the scenic landscape of your backyard, take the provided kayaks out for a spin, and unwind in nature at this unforgettable retreat!brbr-- THE PROPERTY --brbrPrivate Fire Pit | Nearby Wildlife Viewing | On-Site Creek Access | Private 1-Acre BeachbrbrBedroom 1: Queen Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed, Twin Bunk Bed | Bedroom 4: King Bed | Loft: Queen Sleeper Sofa | Additional Sleeping: Queen Air Mattress, Pack 'n PlaybrbrOUTDOOR LIVING: Covered porch w/ ceiling fan & lounge area, patio, fire pit w/ seating area, dining space, gas grill, pier over on-site creek, waterfront deck, walkway to beach, 2 kayaks provided, 5-acre community beachbrKITCHEN: Fridge, gas stove, oven, dishwasher, microwave, cooking basics, drip coffee maker, kettle, dual-zone beverage fridge, high chair, island w/ seating, dishware/flatware, paper towels/trash bagsbrINDOOR LIVING: Smart TVs, fireplace, dining table w/ bench seating, game table, bonus lofted living area, pool table, home gym area w/ exercise equipment, telescope, mudroombrGENERAL: Free WiFi, linens, towels, washer & dryer, central air conditioning & heating, ceiling fans, complimentary toiletries, hair dryer, iron/board, keyless entrybrFAQ: 2 exterior security cameras (facing out)brACCESSIBILITY: Stairs required to access, bedroom & bathroom on main floor, 2-story homebrPARKING: Driveway (6 vehicles), EV charger available upon request, RV/trailer parking available on-sitebrbr-- THE LOCATION --brbrLOCAL ATTRACTIONS: Cape Charles Museum (9 miles), Downtown Cape Charles - local restaurants, cafes, shops, fishing charters (10 miles), Cape Charles Historic District (10 miles)brON THE COAST: Chesapeake Bay (walking distance), Kiptopeke State Park (5 miles), Cape Charles Beachfront (10 miles), Cape Charles Fishing Pier (10 miles), Poseidon Watersports - boat, kayak, paddleboard rentals (10 miles), Cherrystone Beach (11 miles)brOUTDOOR FUN: Eastern Shore of Virginia National Wildlife Refuge (5 miles), Cape Charles Natural Area Preserve (10 miles), Oyster Village Horse Island Trail (11 miles)brAIRPORT: Norfolk International Airport (33 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking br- No pets allowed br- No events, parties, or large gatherings br- Additional fees and taxes may apply br- Photo ID may be required upon check-inbr- NOTE: This 2-story property requires exterior stairs to access. Although there is a bedroom and full bathroom on the main floor, additional interior stairs are required to access the upstairs bedroomsbr- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is a Ring doorbell device located next to the front door facing the front entrance area and camera 2 is on the back left corner of the house facing the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and audio when activated by motion
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Bath 3

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Exceptional(101)

$508.23

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Private Vacation Home

Only 1 Block to the Beach - Community Pool - Featured on HGTV!

Cape Charles, Virginia, United States

brShore Thing Cape Charles (formerly known as Purple Daze on HGTV’s Beachfront Bargain Hunt S26 E12) is a beautiful beach house in the gated community of Kings Bay. Only one short block away from a small private beach and a quick walk to the Oyster Farm Seafood Eatery! Ride your bike or take a golf cart less than a mile away into historic downtown Cape Charles to enjoy the public beach, free fishing pier, and the shops and restaurants along Mason Avenue. brbrThis beach house boasts an updated kitchen with brand-new stainless steel appliances including a gas range! The 1st-floor master suite has a king bed and a large bathroom with a walk-in shower and a large tub. The 2nd-floor rooms include a queen bedroom with a balcony, a bedroom with two twins and a balcony, a double bunk-bed room, and a jack-and-jill bathroom. There is also a 3rd-floor loft with a wet bar, fridge, and TV- it’s one of our favorite places to watch the breathtaking sunsets. br*The Ring doorbell camera is installed on the front of the house for the security of the property only.brbrEverything you need will be provided: bed sheets, bath towels, beach towels (5), a beach cart, beach chairs (8), and beach toys; a fully stocked kitchen; high-speed internet; 4 TVs with Amazon Fire Sticks. We have Netflix, Amazon Prime, Hulu, and Disney for your use, but do not have cable or dish TV. brbrFor your outdoor adventures, we provide our guests with two adult beach cruisers, two single-person kayaks, and a paddle board. *Signed waiver required*brbrCape Charles is golf cart friendly so RESERVE YOUR GOLF CART EARLY when booking your reservation. Bay Creek is also a short drive where you can enjoy a 2-mile-long private beach, an outdoor pool (open from Memorial Day through Labor Day), and tennis courts. brbrCome stay at Shore Thing to enjoy the good life on the Chesapeake Bay!br
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$404.67

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Bubbles Up at Bay Creek - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brbrWelcome to Bubbles Up, a charming 3-bedroom retreat nestled in the Bay Creek community of Cape Charles! This beautifully appointed home sleeps up to 8 guests and features a cozy gas fireplace, complimentary bikes, beach gear, and access to Bay Creek's resort-style amenities.brbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbrbr*Pet Friendly, fee applies per pet.brbrbrbrPlease SEE: The Space for Bay Creek Complimentary AmenitiesbrbrbrbrThe Space:brbrBubbles Up, Home Features:brbr• 3 Bedroom, 2.5 Bath - Available for up to 8 Guests!brbr• Gas Fireplace & Cozy Living Areabrbr• Complimentary Bikes & Beach Chairsbrbr• Bay Creek Resort Amenities Accessbrbr• Free WiFi & Smart TVsbrbrbrbrWelcome to Bubbles Up!brbrbrbrStep inside this inviting multi-level home in the sought-after Bay Creek community of Cape Charles. The main floor features a spacious living area centered around a gas fireplace — perfect for unwinding after a day at the beach. The fully equipped kitchen comes complete with a Keurig coffee maker, KitchenAid mixer, juicer, steamer, and icemaker, giving you everything you need to cook a memorable meal. The open layout flows into a dining area ideal for gathering with family and friends.brbrbrbrThe first floor is also home to the primary bedroom suite, featuring a king bed, large walk-in closet, two end tables with wall-mounted reading lamps, a spacious dresser, and a 55-inch TV. The en-suite master bath includes a dual vanity and walk-in shower. A half bath and laundry room round out the main level for added convenience.brbrbrbrUpstairs, you'll find two additional bedrooms, a full-size sleeper sofa for extra guests, and a second full bath. Bedroom 2 offers a queen bed, a full-size sleeper sofa, a large dresser, and a wall-mounted TV. Bedroom 3 features a king bed with a wrought-iron headboard, two end tables with reading lamps, a cozy chair, and a 50-inch Samsung TV — each with a walk-in closet. The upstairs hall bath has a single vanity and tub/shower combo, and there's a dedicated desk and workspace area for anyone needing to stay connected.brbrbrbrOutside, fire up the propane BBQ on the patio, grab one of the two complimentary bikes from the garage, or pack up the three provided beach chairs for a day on the bay. Parking is available for up to two vehicles in front of the garage.brbrbrbrComplimentary Access: Bay Creek AmenitiesbrbrThis home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve.brbrbrbr *Please note: Access to the Bay Creek Life Center is not included, nor available for purchase.brbrbrbrGuest Access:brbrChesapeake Properties by Portoro offers convenient self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Eastern Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia's Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula's western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising.brbrbrbrTraveling to/around Cape Charles, Virginia:brbr• Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder]brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]brbr• STAR Transit, local fixed route and bus servicebrbr• Uber, Lyftbrbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrInteraction with Guests:brbrOur goal is to make sure your stay exceeds expectations from start to finish. Portoro Homes communicates by email and phone, and once your booking is confirmed, we’ll email your rental agreement for e-signature. Check-in instructions are sent by email and text message prior to arrival, and we offer convenient self check-in. During your stay, we’ll typically check in by text once or twice to ensure a 5-star experience, and we’re available 24/7 if any questions come up. After checkout, we’ll follow up—we’re excited to hear about your stay and welcome any feedback.brbrbrbr• Early check-ins or late check-outs: Standard check-in time is 3:00 p.m. and standard check-out time is 11:00 a.m.. If the home is ready earlier on the day of arrival, an early check-in may be available with approval from our main office. Late check-outs must be requested and confirmed by the main office prior to departure.
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Bath 2

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Sleep 8

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Exceptional(11)

$330.84

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Private Vacation Home

Counting Corks | Waterfront Pet Friendly Cottage w/ Dock for Crabbing, Firepit & Near Cape Charles

Cape Charles, Virginia, United States

Welcome to 'Counting Corks' (formerly known as 'Smith Beach Pines'), the moment you step foot in this beautiful waterfront cottage you feel at home. The pet friendly cottage is 1,150 sq ft, featuring 3 bedrooms and 2 full baths. The primary bedroom has a king size bed and TV. On the other end of the home the second bedroom features a queen bed and a TV. The third bedroom features a twin over a full bunk bed. The cottage also has a bar room leading into the deck area, with plenty of seating to entertain. The dock leads to the creek and is just waiting for you to go crabbing, fishing, or kayaking or simply enjoy the beautiful sunrise while drinking a cup of coffee. The property is short distance to the community beach and a short distance to the community boat ramp. Also features an outdoor shower and a firepit area with plenty of seating. The cottage is located just a few short miles from the Historic Town of Cape Charles and about 25 minutes from Kiptopeke State Park.brbr- Linens and towels are included with your reservation. br- No smoking is permitted on the premises. br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.
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Sleep 6

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Exceptional(7)

$312.88

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Private Vacation Home

Capeville Cottage | Screened Porch, Game Room, King Suite, Big Yard & Pet Friendly Near Cape Charles

Cape Charles, Virginia, United States

Welcome to Capeville Cottage in the heart of Capeville, VA - just 5 miles North of the Chesapeake Bay Bridge Tunnel. The Capeville Cottage is a charming 1700 sq.ft., 2 story home featuring 3 bedrooms and 2.5 baths. Upon pulling into the private driveway, there is a west facing front porch, great for watching the gorgeous Eastern Shore sunsets and relaxing after an active day. You are welcomed by a large living area, high ceilings, and spacious kitchen with plenty of seating, laundry and a half bath. There is a screened porch off of the kitchen with a picnic table that seats eight. Downstairs is a large primary bedroom with a king sized bed, high ceilings, a tv, and full bath and separate stand in shower. Upstairs there are two bedrooms. One has a twin over full bunk with a separate full size bed. The 3rd bedroom has a queen bed, tv and a shared full bath. Outside in the garage, you will find a game room with a ping pong table, darts and a large refrigerator. Capeville Cottage offers a large yard with ample parking, and a boat washing station. Come enjoy Capeville Cottage and let the tranquil lower Eastern Shore wash your worries away!brbr- Linens and towels are included with your reservation. br- No smoking is permitted on the premises. br- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. Limitations: 2 dogs max (cannot exceed 50 lbs.); no cats. br- Any reservations made for a future year (known as Advanced Reservations) are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.brbrThis rental home is conveniently located:br1 mile to Stingray's Restaurantbr2.5 miles to Kitopeake State Park and boat rampbr5 miles to downtown Cape Charles and public boat rampbr5 miles due South of Wise Point boat rampbr3 blocks to the scenic bike path on Capeville Road
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Bath 2

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Exceptional(20)

$866.46

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Private Vacation Home

Gorgeous water views, a private swimming pool & easy access to private beach!

Cape Charles, Virginia, United States

Shore E'Nuff has gorgeous water views, a private backyard swimming pool and easy access to sparkling, soft sand beaches - that is the unique vacation experience you will discover at Shore E’Nuff. Combine that with its three stories of porches with spectacular western sunsets over the Chesapeake Bay and two stories of porches offering beautiful sunrises from the east (plus lovely morning sunlight streaming through the kitchen windows) and you have the setting for a truly stunning and memorable Cape Charles vacation! Brand new as of 2023, Shore E’Nuff combines a great floorplan, which will offer your group plenty of space for both together and quiet time, with brand new, comfortable furniture throughout and a beachy decor and feel. This home is a perfect vacation rental beach house for groups of up to 12 - it offers everything you could want for a beach vacation! brJust steps from the soft sand beach with the beach access walkway across the street, Shore E’Nuff offers all of the amenities and conveniences to make your beach vacation one to remember, whether you’re looking for a vacation with your little ones, a peaceful adult getaway with friends or just planning to explore the many adventures that the beautiful Eastern Shore of Virginia has to offer.brWith a roomy layout, Shore E’Nuff offers 4 bedrooms, 2 of which offer 1st floor living (including one with a kitchenette ), 4 full bathrooms, an eat-in gourmet kitchen and 2 separate and spacious living areas. Off the 2nd floor kitchen, you’ll find a large deck overlooking a beautiful 23-foot fiberglass swimming pool, which provides the fun and convenience of taking a backyard swim 24/7! No need to gather and tote beach gear every day to enjoy a refreshing swim or a relaxing day in the sun. The pool’s large deck is the perfect place to dive into a new book, play cards or just doze for a while.brSleeping up to 12 people in total, the first floor bunk room is perfect for the kids! The 2nd floor great room and also the master bedroom offer wall-to-wall windows with spectacular views of the Chesapeake Bay, and the great room provides as access to the full-length 2nd floor deck overlooking the Bay. The 3rd floor cupola offers extra space, perfect for playing cards, quietly reading away from the group, etc., or it could be a perfect “kid’s space” to play board games (a generous collection available for use), video games, or watch a movie for some “vacation downtime.” The cupola offers access to the 3rd floor deck overlooking the Bay. The last of the 4 bedrooms is on the 2nd floor and overlooks the backyard oasis, including the private pool and generous pool deck.brAt Shore E'Nuff, guests will have full access of Bay Creek free amenities, including community swimming pool, tennis/pickleball courts, soft sand private beach, 350 acre Nature Preserve with trails & kayak launch. Come see why Bay Creek is 1 of only 17 places in the United States to earn Southern Living magazine’s prestigious “Inspired Community” award. brFor those who love a soft sand beach, a beach access walkway to the Chesapeake Bay beach is just across the street, perfect for relaxing in the sand or enjoying a paddle on a kayak or paddle boards (rentals in Cape Charles). Located in the gated community of Bay Creek Golf Resort & a 1.3 mile walk or drive to the center of the Cape Charles historic commercial district along Mason Avenue and Strawberry Street offering restaurants, fun boutiques, art galleries and other local shops, 2 bakeries, The Cape Charles Distillery, fabulous ice cream & candy shops and much more.
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Exceptional(45)

$570.62

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Private Vacation Home

Doublemint - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brbrDoublemint duplex. Professionally renovated by Young House Love bloggers! The left side of Doublemint is available for your vacation. Sleeps 6 with 3 bedrooms and 2-1/2 baths.brbrbrbrDoublemint, Home Features:brbr• 3 Bedroom, 2.5 Bath - Available for up to 6 Guests!brbr• Short Walk to Beach & Townbrbr• 9' Ceilings & Widened Doorwaysbrbr• Brand New Kitchen Appliancesbrbr• Free WiFi & Smart TVsbrbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: Where You'll Be (Located under the map!)brbrbrbrThis is a no pet/animal home.brbrbrbrThe Space:brbrDoublemint features the historic charm of a classic Cape Charles home with a modern coastal twist! This 1910 historic home is located right in the middle of Town, just a short walk to shops, restaurants, and of course, the beautiful beach.brbrbrbrThe downstairs has an open layout, creating a bright and functional space. Enter the main living area to a combination living and dining room with a table perfect for entertaining the whole family. The 9' ceilings and widened doorways make this living area feel larger than life! The kitchen is a highlight with brand new appliances, eye catching wallpaper, and shiplap.brbrbrbrEscape upstairs to three bedrooms, each with airy and light colors to help you relax even further on your vacation. The master suite is full of natural light and includes a full bath and a luxurious queen-sized bed. A full bath separates the remaining two bedrooms; one with a queen and the other with two twin beds and adorable wallpaper that is perfect for children.brbrbrbrThe backyard houses a shed full of beach gear for your enjoyment and an outdoor shower. Come in from the back door to a mudroom nook, complete with a washer/dryer, bench, and hooks to hang up your beach towels and bags before entering the main area of the house.brbrbrbrGuest Access:brbrWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrbrbrTraveling to/around Cape Charles, Virginia:brbr• Golf Carts [Rentals: Eastern Shore Custom Carts and CC Ryder]brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Wave Ryders]brbr• STAR Transit, local fixed route and bus servicebrbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrOther Things to Note:brbrPlease pay close attention to following the house rules. Non compliance could result in sizable fines.brbr- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.brbr- Age restrictions apply. Reservation holder must be 25 years of age.brbr- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. brbr- Known damages incurred during your stay must be reported to the property manager immediately. brbr- Before check in, we will send you detailed directions to ensure a seamless arrival.brbr- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.brbr- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.brbr- Some homes have cameras for external monitoring only.brbr- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. brbr- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.brbr- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.brbr- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.brbr- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrbrbrInteraction with Guests:brbrOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
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Bath 2

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Sleep 6

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$373.19

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Private Vacation Home

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Charles, Virginia, United States

Beautiful beach house with fenced in yard, double porches and the comfort of a home away from home for your Cape Charles Vacation. This home is a short walk to the beach (4 blocks), one block from the town park and public Tennis/Pickle Ball Courts, and just around the corner from the wonderful Oyster Farm Restaurant and Events Venue. brIt offers three bedrooms and 2 1/2 baths with an outdoor shower. The spacious master bedroom is furnished with a king-size bed and a full size roll-away bed, adjoining full bathroom, 40 Smart Flat Screen TV, and home office space on the 3rd-floor private level. There are two guest bedrooms and a full bathroom on the second floor; one bedroom offers a queen-sized bed and a 32 Smart Flat Screen TV, with a door to the upper-level porch to enjoy the evening breeze. The third bedroom is perfect for adults and children, furnished with a full over full-size bunk bed, and a 32 Flat Screen TV. This room also offers an Infant Pack-N-Play, Baby Gate, Board Games, Children's Books, and a door to the upper-level porch, which is secured with an upper lock if needed to ensure safety for children. brThe living area has an open floor plan between the kitchen and the living room. The living room offers a 50 Samsung Flat Screen Smart TV, a comfy leather sofa, and two swivel chairs. Our home has Free Wi-Fi, Spectrum Cable, Roku's, and all the Smart TVs' features. brThe kitchen is well furnished for dining in; all updated stainless steel appliances, pots & pans, and small appliances (crock pot, toaster, blender, coffee maker, etc). We also have a nice custom farmhouse dining table, a bar area, and an infant high chair for dining. brThe backyard is perfect for grilling out, with a gas grill, picnic table, and fenced-in yard. We also offer an outdoor shower, storage shed, and 4 beach chairs. We have a golf cart available to rent for $275 per week and adjusted rates for shorter stays. There is a security camera placed on the front porch for additional security while the home is vacant and during turnover, however, we do not keep it on while you are occupying the home. brTake advantage of one of the best Charter Captains on the Eastern Shore, Wilson Cropp, to guide you on an amazing fishing excursion to catch the Eastern Shores finest: Flounder, Red Drum, Cobia, Striper, or Shark. Captain Cropp also charters day trips to the abandoned barrier islands to enjoy shelling, bird watching, and fabulous scenic views.brHistoric Cape Charles is the best-kept secret on the Eastern Shore, with the most amazing sunsets, fishing, birdwatching, canoeing, kayaking, biking, or simply relaxing to your favorite book with your feet in the sand. There are also many wonderful restaurants and fun shops in downtown Cape Charles. It has been featured in Coastal Living as one of America's Happiest Beach Towns, as well as Beach Front Bargain Hunt on HGTV, and Southern Living. Cape Charles has something to offer every family or group looking to have a fun relaxing beach get away!
Bed 3

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Bath 2

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Sleep 8

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$1138.96

/ Nightly
Private Vacation Home

Cape Charles Luxury Beach Getaway & Serene Haven

Cape Charles, Virginia, United States

Welcome to your ultimate beach oasis in the charming and historic town of Cape Charles, Virginia! Whether you're planning a romantic escape, family vacation, or group retreat, our combined 9-bedroom, 5-bath luxury duplex offers the perfect setting just blocks from the Chesapeake Bay. Experience the best of coastal living with spacious porches, modern comforts, and walkable access to parks, beaches, and town amenities.brbrThe SpacebrPerfect for groups of up to 20 guests, this spacious retreat features:brbr 6-Bedroom Unit (Sleeps 14)brBedrooms:br2 King bedrooms (Second Floor)br1 Queen bedroom (Second Floor)br1 Queen + living area (Third Floor)br2 Bedrooms with 2 Queens each (Third Floor)brBonus: Office/Game Room for work or playbrBathrooms: 3 full baths stocked with fresh linens and starter toiletriesbrPorch: Large, covered front porch with views of the park—perfect for morning coffee or evening cocktailsbrExtras: Golf cart included with 7-night bookings! Plug it in at the back after a fun day exploring.brbr 3-Bedroom Unit (Sleeps 6)brBedrooms:br2 King bedroomsbr1 Queen bedroombrBathrooms: 2 full baths with modern amenitiesbrPorch: Shared porch overlooking Central Park with plenty of space for relaxation and al fresco diningbrbr Guest Access & AmenitiesbrEntire duplex rental includes access to:br9 total bedroomsbr5 full bathroomsbrSpacious porches and yardbrOn-site parkingbrHigh-speed Wi-FibrWasher & dryer in each unitbrBeach chairs & umbrellas providedbrbrShort walk to:brCape Charles BeachbrCentral Park (less than a block away)brShops, restaurants, and boutiques in Cape Charles town centerbrThe duplex shares a porch and yard between units but has clearly defined and private spaces for each side.brbr Ideal For:brFamily reunions & multigenerational vacationsbrCouples traveling togetherbrRemote work getawaysbrWedding guest accommodationsbrGroup retreats by the beach
Bed 8

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Bath 4

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Sleep 18

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$1037.86

/ Nightly
Private Vacation Home

CoronaCove.com Luxury Waterfront Retreat Private Beach!, New luxury retreat with private beach, view...

Cape Charles, Virginia, United States

Welcome to CoronaCove, a Luxury Waterfront Retreat with Private Beach, 180 degrees Views and Mesmerizing Sunsets constructed in 2025! This opulent, custom built 5 bedroom home offers direct access to a private beach and shallow swimming area.brbrThis home features new, top of a line furnishings and comfortable beds! brbrAll bedrooms furnished with room darkening blinds for better sleep.brbrImmense front porch with a swing set is perfect to relax, listen to the birds and have a morning cup of coffee.brbrAs you enter the home, the living area with jaw-dropping wall of windows opens panoramic, surreal water views, framed with reclaimed wooden beams. The great room features soaring pine ceilings with recessed lights, impressive floor-to-ceiling stone fireplace.brbrThe main house is spread over Two Levels with plenty of room for two families. brbrWith water views from nearly every room, this residence was meticulously designed to capture the beauty of its surroundings.brbrThe gourmet Chef’s kitchen features top of the line stainless-steel appliances with five-burner gas cooktop, InstaView fridge, super quiet GE dishwasher, KitchenAid wall oven with built-in microwave. brbrIt has all the upgraded non-stick T-Fal cookware sets, lots of pots and pans, utensils, bakeware and pantry essentials.brbrMain level, luxurious Primary bedroom offers King size bed, a large chair convertible to a single futon bed, and desk area for a laptop. Private balcony with water views - is a secluded outdoor oasis for exclusive use and a personal retreat.brbrEn Suite primary bathroom is a spa-like sanctuary for ultimate relaxation and indulgence. brbrBedrooms are equipped with its own flat screen TVs.brbrOn the Upper level you will find spacious 2nd master bedroom with 2 Queen beds, desk area for your laptop station overlooking the water and a comfy chair. brbrAdjacent to it, there is 3d bedroom with Queen size futon and Single size convertible bed/chair. brbrShared bathroom with double vanity, walk in shower.brbrAll futon convertible beds/large chairs are furnished with all the necessary bedding - memory foam mattress topper, clean linens, blankets, pillows and towels. brbrOn the Opposite side of the Upper level you will find 2 more bedrooms. brbr4th Bedroom has Queen size bed and Single size futon bed convertible to a large chair. brbr5th bedroom has a Full size bed and comfortable chair. brbrThese two Bedrooms share stylish bathroom with a shower and double granite vanity.brbrThe immense covered back deck invites you to sit down, admire the view, enjoy sunset drinks or spend a romantic evening stargazing. It’s equipped with a custom, top of the line five-burner BBQ with granite countertop.brbrSpacious Laundry room is on a main level with tons of space for folding and lux LG washer and dryer.brbrAn outdoor shower is conveniently located in the back of the house on the lower level in front of the exterior stairs.brbrThe exterior of the home is designed to complement its natural surroundings, featuring expansive windows that frame breathtaking Bay views.brbrProperty also has a Summer Cottage (can be rented separately OR with a main house for an extra fee). Available starting 2026. brbrIt has living space with 3 beds on the main level and 2 beds on the loft. It has a full kitchen with stainless steel appliances, fridge, microwave and electric cook top, TV Netflix, Free WiFi!brbrAll beds are furnished with clean linens, blankets, pillows and towels.brbr*This cottage is NOT rented out to other guests when the main house is booked by your party.*brbrIt is equipped with its Own On Demand heating and cooling system. It has all the kitchen cookware, utensils and pantry essentials. brbrThere is an outdoor shower and toilet, concrete patio with sink with extra space for cleaning fresh catch of the day. brbrThere is a fire pit and direct access to the private beach.brbrWiFi is free! TV is connected by internet-FREE NETFLIX.brbrEnjoy a private cove for swimming, crabbing, fishing, or sunbathing. Utilize canoe for a fun filled stay at the beach house.brbrPlease bring your own life vests for a perfect fit.brbrIndulge in the serenity of CoronaCove, where sugar sand beach is just a few steps away! brbrIt’s nestled in a prestigious bayside of Cape Charles area where family and friends will make the most in this sophisticated retreat.brbrIt's situated amidst a breathtaking expanse of dunes unique to the Chesapeake Bay which is a haven for wildlife, such as bald eagles, osprey, and dolphins.brbrIn nearby Cape Charles, a vibrant culinary and arts scene awaits, alongside a brewery, distillery, and a plenty of dining options. brbrKiptopeke State Park is only 5 min away, where you can launch your boat or Jet Ski!
Bed 5

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Bath 3

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Sleep 11

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Exceptional(36)

$587.54

/ Nightly
Private Vacation Home

Wild Oats - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brCharming historic duplex located a half block from the beach! Only Steps away from Cape Charles Beach!brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbr*Pet Friendly, fee applies per pet.brbrThe Space:brWild Oats, Home Features:br• 3 Bedroom, 3.5 Bath - Available for up to 8 Guests!br• Gorgeous Bay Views!br• Retro Diner-style Kitchen with Bar & Bistro Seatingbr• Hot/Cold Outdoor Showerbr• Reading Nook & So Many Books & Games!br• Free WiFi & Smart TVsbrbrNewly Renovated corner lot duplex ready to be your home away from home! Only steps away from the beach and a private back yard you and your family will enjoy spending time together in roasting marshmallows over the fire pit or grilling on the grill. brbrRetro diner-style kitchen has counter seating for 8, bistro table seating for 2 and a window seat for you to relax and enjoy a nice cup of coffee! New Keurig, fridge, stove, dishwasher, microwave and milkshake machine. Serving dishes, meal prep equipment, bakeware and cookware provided. New clothes washer and dryer, iron and board, are in laundry behind glass Pantry pocket door. brbrPowder room on ground floor, and pantry stocked with housekeeping supplies. Beach chairs, umbrella and sand buckets provided! Outdoor shower (hot and cold) located in the back yard. brbrSecond floor has two bedrooms, each with a king bed and new, high quality mattresses. The front bedroom features a door with working transom, window seat, two full size built-in storage closets, and a private tiled bathroom (tub-shower, vanity, toilet). The back bedroom features a door with working transom, recliner with Bay views, built-in storage closet, and a private tiled bathroom (tub-shower, vanity, toilet). Both bedroom access a well lit library stocked with a wide variety of authors and board games. brbrA two-rope handrail staircase leads to the “shipboard” loft where there are four twin beds with pull out drawer storage, a TV/reading nook and a tiled bathroom (shower, sink, toiler). Off-street parking for a golf cart, and plenty of on-street parking on Monroe and Harbor. Bed linens, bath towels, hand towels, kitchen towels are included in the rental fee.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrTraveling to/around Cape Charles, Virginia: br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyft br• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.brbr- Animals/Pets -- Dogs Only, Guidelines and Fee*brAnimals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. br-- The property allows for a maximum of 2 dogs at $150.00 per dog per stay.br- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(23)

$610.73

/ Nightly
Private Vacation Home

Seagrass - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:brJust steps away from the beach, Seagrass is situated on a corner lot on the town's beautiful tree lined street! Spacious 3 bedroom, 3 bath duplex with lots of curb appeal!brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbr*Pet Friendly, fee applies per pet.brbrThe Space:brSeagrass, Home Features:br• 3 Bedroom, 3.5 Bath - Available for up to 8 Guests!br• Newly Renovated Corner Lotbr• Private Backyard with Fire Pit & Grillbr• Retro Diner-Style Kitchenbr• Free WiFi & Smart TVsbrbrNewly Renovated corner lot duplex ready to be your home away from home! Only steps away from the beach and a private back yard you and your family will enjoy spending time together in roasting marshmallows over the fire pit or grilling on the grill. Retro diner-style kitchen has counter seating for 8, bistro table seating for 2 and a window seat for you to relax and enjoy a nice cup of coffee! New Keurig, fridge, stove, dishwasher, microwave and milkshake machine. Serving dishes, meal prep equipment, bakeware and cookware provided. brbrNew clothes washer and dryer, iron and board, are in laundry behind glass Pantry pocket door. Powder room on ground floor, and pantry stocked with housekeeping supplies. Beach chairs, umbrella and sand buckets provided! Outdoor shower (hot and cold) located in the back yard. brbrSecond floor has two bedrooms, each with a king bed and new, high quality mattresses. The front bedroom features a door with working transom, window seat, two full size built-in storage closets, and a private tiled bathroom (tub-shower, vanity, toilet). The back bedroom features a door with working transom, recliner with Bay views, built-in storage closet, and a private tiled bathroom (tub-shower, vanity, toilet). Both bedroom access a well lit library stocked with a wide variety of authors and board games. A two-rope handrail staircase leads to the “shipboard” loft where there are four twin beds with pull out drawer storage, a TV/reading nook and a tiled bathroom (shower, sink, toilet). brbrOff-street parking for a golf cart, and plenty of on-street parking on Monroe and Harbor. Bed linens, bath towels, hand towels, kitchen towels and are included in the rental fee.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrTraveling to/around Cape Charles, Virginia: br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyft br• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.brbr- Animals/Pets -- Dogs Only, Guidelines and Fee*brAnimals/pets must be disclosed prior to reservation arrival date. Only dogs are permitted in “Pet-Friendly” Property listings. Allowed number of dogs will be expressly stated in the listing and a $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. brbr-- The property allows for a maximum of 2 dogs at $150.00 per dog per stay.brbr- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.brbrWe follow the CDC Recommended Cleaning Guidelines. You can rest assured this property has been completely sanitized prior to check-in.
Bed 3

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Bath 3

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Sleep 8

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Exceptional(58)

$502.09

/ Nightly
Private Vacation Home

Pelican Place - Chesapeake Properties

Cape Charles, Virginia, United States

Summary:br1886 Beach Cottage Close To Downtown Shops. Pelican Place - 3BR, 2 Bath, Sleeps 6-8 with 2 bunk beds.brbrPlease SEE: Other Things to NotebrFor Area Details, Please SEE: Where You'll Be (Located under the map!)br*This is a no pet/animal home.brbrThe Space:brPelican Place, Home Features:br• 3 Bedroom, 2 Bath - Available for up to 8 Guests!br• Huge Well-Stocked Kitchenbr• Central Air & Heatbr• Entertainment Center, Games & Moviesbr• Free WiFi & Smart TVsbrbrFully Restored 1886 Beach Cottage Close To Downtown Shops. Pelican Place, once featured on THIS OLD HOUSE, has all the comfort of today with the charm of yesteryear. Once a railroad office, the cottage was moved to the present site; the interior was gutted, deconstructed with structures salvaged and renovated, and then rebuilt with modern plumbing and wiring, central air and heat, and other modern comforts yet still retaining its period character. brbrThe cottage is fully equipped for a care-free vacation: a huge, well stocked kitchen, comfortable living room with a 50 inch TV and entertainment center, games, movies, and Netflix. Sleep well in the comfortable beds. For your beach needs, there are an outside shower, beach chairs and toys, and even off street parking large enough for a boat.brbrGuest Access:brWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrThe Neighborhood:brNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrThings to See:br• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!br• Local Restaurants & Shoppingbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrAnnual Festivals & Events:br• Crabby Blues Festivalbr• Annual Crab Slambr• LOVEFestbr• Sounds of the Shorebr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)br• Free Concert in the Park (Summer Season)br• Grand Illumination (Dec)brbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrNorthampton County Short-Term Rental Registration No. #brbrGetting Around:brCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrTraveling to/around Cape Charles, Virginia: br• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]br• STAR Transit, local fixed route and bus servicebr• Uber, Lyft br• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrAirports:br• Norfolk International Airport (about 45 min by vehicle)br• Newport News Williamsburg International Airport (PHF)br• Accomack County Airport (MFV)br• Norfolk Ns (Chambers Fld) Airport (NGU)br• Langley Air Force Base (LFI)brbrPopular Landmarks:br• Cape Charles Museum and Welcome Centerbr• Kiptopeke State Parkbr• Cape Charles Natural Area Preservebr• Cape Charles Lighthousebr• Cape Charles Town Beachbr• Cape Charles Brewing CompanybrbrOther Things to Note:brPlease pay close attention to following the house rules. Non compliance could result in sizable fines.br- All guests staying at an Chesapeake Properties Vacation Rentals by Portoro (Portoro Homes) are required to sign (esignature) a rental agreement and complete identity registration.br- Age restrictions apply. Reservation holder must be 25 years of age.br- Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don't hesitate to reach out to Chesapeake Properties by Portoro directly. br- Known damages incurred during your stay must be reported to the property manager immediately. br- Before check in, we will send you detailed directions to ensure a seamless arrival.br- Check-in time is 4:00 p.m. Check-out time is 10:00 a.m.br- We cannot guarantee early check ins or late checkouts. When it is possible to check in early or check out late, there will be a fee for anything outside of a one hour window within our standard times. If your need for an early check in or late check out is great, your best option is to book an additional night.br- Some homes have cameras for external monitoring only.br- HOTEL TAX COLLECTION: In the State of Virginia and in Northampton County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. br- Some homes offer pools/hot tubs, or access to communal pools. There is no guard around the water features when available. Use at your own risk.br- This is a No Pets property. A daily rate fee of $150.00 will apply for violations and you may be asked to vacate the premises with no refund at the discretion of the Host.br- This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host.br- For the safety of guests and the home, there are noise monitoring devices. These devices only measure the decibel level and do NOT record any audio.brbrInteraction with Guests:brOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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Exceptional(2)

$1399.77

/ Nightly
Private Vacation Home

Beachfront, Steps from Backyard + Bay Creek Resort

Cape Charles, Virginia, United States

Summary:brbrThis is a beachfront, luxurious, custom home overlooking the Chesapeake Bay! Expansive decks on all three floors allows you to take in the gorgeous views.brbrbrbrPlease SEE: Other Things to NotebrbrFor Area Details, Please SEE: The Neighborhood & Getting Aroundbrbr*Pet Friendly, fee applies per pet.brbrbrbrPlease SEE: The Space for Bay Creek Complimentary Amenities & Optional Life Center PurchasebrbrbrbrThe Space:brbrLittleton Tazewell, Home Features:brbr• 5 Bedroom, 5.5 Bath - Available for up to 12 Guests!brbr• Stunning Bay Views Throughout the Homebrbr• Gourmet Kitchen with Upgraded Modern Appliancesbrbr• Two Primary Ensuites! brbr• Separate Study, Remote Workspacebrbr• Direct Private Beach Accessbrbr• Free WiFi & Smart TVsbrbrbrbrThis award-winning home has been featured in several magazines and is available to discerning guests for the first time. This three-story home has a delightful split personality. The street side is cloaked in patrician formality, with round columns on the porch and a Palladium window over the front door. The waterfront side is breezy and fun, with a double-gallery oversized porch running the entire length of the home with bay views, enjoy beautiful views indoors and outdoors with fabulous interiors and new Ravenna tile throughout the home. brbrbrbrOverlooking the Chesapeake Bay, expansive decks on all three floors showcase stunning water views. With 5 bedrooms (including two primary-style ensuites), over 4,700 square feet, and private beach access, this home is ideal for gatherings of all sizes, with top-of-the-line TVs and electronics throughout. The first floor features a private study with paneled walls and an adjacent wet bar—perfect for remote work. On the second floor, a Queen bedroom with ensuite bath sits at the top of the stairs. The primary suite offers a king bed, balcony access, and dual bathrooms—his with a tiled walk-in shower and closet, hers with a soaking tub, walk-in shower, and closet. A third bedroom on this level includes a queen bed and private ensuite. A fourth bedroom above the detached garage provides a private entrance, king bed, and ensuite bath—ideal for added privacy. The entire third floor functions as a separate living space, complete with a wet bar (sink, ice maker and mini fridge), balcony access, a 60 smart TV, and two queen sleeper sofas. Enjoy time together in the main home, with plenty of space to spread out and unwind.brbrbrbrThe kitchen, breakfast room and living room connect to the lower porch. The home's gourmet kitchen offers a La Cornue 43” range and custom zinc and brass range hood. The formal dining room features a custom Virginia walnut live edge table with seating for 10. brbrbrbrOutside the home, a one-of-a-kind outdoor gathering hub set against the backdrop of the Chesapeake Bay features an Arteflame Grill—perfect for preparing your favorite meals with an unforgettable view. Guests can also enjoy provided amenities including a kayak, paddleboard, beach chairs, and beach towels for days spent on the water and sand. Step out to the shoreline with private beach access—Littleton Tazewell House offers a vacation experience like no other!brbrbrbr*Please note the homeowner's golf cart located in the garage is not available for guest use.brbrbrbr• Complimentary Access: Bay Creek AmenitiesbrbrThis home includes complimentary access to a variety of Bay Creek Resort amenities, perfect for active and nature-loving guests. Enjoy a junior Olympic-size pool, tennis and pickleball courts, a private community beach, and over 10 miles of scenic hiking and biking trails winding through a stunning 365-acre nature preserve.brbrbrbr• Bay Creek's Life Center, Resort Package (Nightly Fee Applies)brbrFor use of Bay Creek's Life Center, which has three pools, a slide, splashpad, and a state of the art fitness center, a fee of $75/night applies. Contact the host to add the Bay Creek Resort Members Life Center to your stay. Guests must complete a Bay Creek Life Center esign waiver prior to receiving access, which will be sent for completion. Use of the resort package applies to the full extent of nights booked. Optional or shortened nights are not available. Guests who purchase the resort package also have access to book tee times and rent beach chairs and umbrellas (additional fees apply).brbrbrbrLittleton Tazewell (1774-1860)brbrLittleton Waller Tazewell was a prominent Virginia lawyer and statesman whose family owned extensive land holdings on the Eastern Shore in the 18th and 19th centuries. He served as Governor of Virginia from 1834-1836 and represented the Commonwealth in the US Senate from 1825-1832. He was born in Williamsburg in 1774 and graduated from The College of William and Mary School of Law. In 1883, the Governor’s heirs sold 2,509 acres to William Scott to build the railroad on Virginia’s Eastern Shore, of which 136 acres became the site of the Town of Cape Charles.brbrbrbrGuest Access:brbrWe offer convenient door codes for self-check-in. Chesapeake Properties by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.brbrbrbrThe Neighborhood:brbrNoted on the National Register of Historic Places, Northampton County's Cape Charles offers one of the largest concentrations of turn-of-the-century buildings on the East Coast. The historic district and small-town atmosphere create a serene and inviting community. Enjoy the history and experience galleries, boutiques, bookshops, and beautiful beach! Cape Charles Town Beach is the only free public beach on the Easter Shore of Virginia.brbrbrbrThings to See:brbr• Local Experiences: Take a Boat Tour, Kiteboarding, Kayaking, Paddleboarding, Explore the Beach, Fishing, Golf, Hiking, Biking, Birding & More!brbr• Local Restaurants & Shoppingbrbr- Restaurants: The Shanty, Oyster Farm Seafood Eatery, Kelly's Gingernut Pub, Pane e Vino, Ambrogia Caffe & Enoteca, Cravings, Beach Marketbrbr- Shops: The Boardwalk, Table and Tonic Cape Charles, Cape Charles Candy Company, Love Letters, Gull Hummock Gourmet Market, Chessie's Toys and Games & more!brbrbrbrAnnual Festivals & Events:brbr• Crabby Blues Festivalbrbr• Annual Crab Slambrbr• LOVEFestbrbr• Sounds of the Shorebrbr• Festive Fridays, Cape Charles Winter Wonderland (Nov-Dec)brbr• Free Concert in the Park (Summer Season)brbr• Grand Illumination (Dec)brbrbrbrWe provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!brbrbrbrNorthampton County Short-Term Rental Registration No. #brbrbrbrGetting Around:brbrCape Charles is located near the southern tip of Virginia’s Eastern Shore right on the Chesapeake Bay. Cape Charles is a small town (the historic area is roughly a six block by six block square) that sits on the peninsula’s western coast… meaning you can sit on the beach in Cape Charles and watch the sunset right over the water. On the Chesapeake Bay, not the Atlantic Ocean, the water is calm and shallow. The picturesque town of Cape Charles is filled with Americana, all about family and beautiful surroundings, voted one of the Happiest Seaside Towns by Coastal Living. Let the beach be your playground! Check out the walkable retail district, schedule a tee time at one of Bay Creek's award-winning golf courses, or take a water adventure for fishing and cruising. brbrbrbrTraveling to/around Cape Charles, Virginia: brbr• Taxi Cabs [i.e., Cape Charles Cab Cart and Carriage, Champion Cab, Rudy's Taxicab Services]brbr• STAR Transit, local fixed route and bus servicebrbr• Uber, Lyft brbr• Bike/Cycling [Rentals: Poseidon Watersports, Trek Bicycle Virginia Beach, Rent Beach Buggies]brbrbrbrAirports:brbr• Norfolk International Airport (about 45 min by vehicle)brbr• Newport News Williamsburg International Airport (PHF)brbr• Accomack County Airport (MFV)brbr• Norfolk Ns (Chambers Fld) Airport (NGU)brbr• Langley Air Force Base (LFI)brbrbrbrPopular Landmarks:brbr• Cape Charles Museum and Welcome Centerbrbr• Kiptopeke State Parkbrbr• Cape Charles Natural Area Preservebrbr• Cape Charles Lighthousebrbr• Cape Charles Town Beachbrbr• Cape Charles Brewing CompanybrbrbrbrInteraction with Guests:brbrOur goal is that your vacation exceed your expectations. Chesapeake Properties by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

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